
Holiday rentals with outdoor seating in Winthrop
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Top-rated Holiday Houses with Outdoor Seating in Winthrop
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Holiday House Rentals with Outdoor Seating

Farmington! Walk to town & trails! Family-Friendly
Corey’s place was perfect for our long Memorial Day weekend in Farmington! He was very responsive to messages. The house was clean and decorated with adorable Maine memorabilia. We would definitely stay at Corey’s again!

Sunny 2-BR 5 min to Bates & River Trails
This is the 2nd time I've stayed at Emma's place. I came both times for a workshop and ceremony that took place in both Freeport and in Portland. Drives to Portland were the longest, and not too taking, and I chose to stay at Emma's place BECAUSE of the way the house holds me: the spaciousness, the attention to art and wisdom, the lighting and unfussy-yet-design-inspired furniture choices, the plant life, the textures and colors: all these things are soothing and welcoming. It was a pleasure to drive "home" exhausted, knowing what it feels like to open that back door.

LUX Designer Private Waterfront
We came here for a private getaway on our honeymoon and it did not disappoint. The price was a bit much, but for such a special time I felt it was worth it at the time I booked, and worth it it certainly was. beautiful, quiet, serene, it was perfect for a getaway. I would absolutely recommend, and I already have, this stay. 10/10

The Nifty Village House
We loved the Nifty House! It has everything you need and more. It’s quiet, peaceful and the king bed is so comfortable. My young son is autistic and he felt right at home. He can’t wait to come back!

Riverside
This was my 5th time going there and I love it! The house is so cozy & very clean. The property is large and the view is breathtaking over looking the river. They are also pet friendly so we were able to take our Lhasa Apso Revy on vacation with us. Besides how great this Air BnB is, my favorite is the hosts Kent & Tish! They are wonderful people. They are kind & friendly, & have such beautiful souls. They have become family to me! I highly recommend getting this air bnb!! Thank you again Tish & Kent! Ian, Revy, & I are always happy to see you!!

Lakefront: Private Hot Tub, Sauna & Free Massages!
We had two nights to spend in Maine after a week long trip to Quebec. The lake house was a wonderful place to unwind after our busy trip to Canada. We spent our full day parked in the yard, enjoying the boats provided, reading, playing bags, and just sunning. It was a gorgeous day, and we loved it. The house is spacious, very well-stocked, and has many little amenities to make it feel like home. Highly recommend!

Beautiful lake house on Tacoma Lakes near Coast
What a place. So many great things to do. We swam and fished in the lake, the kayaks and canoes were so much fun and at night we sat by the fire pit and played table hockey.The house had everything we needed. The host was very responsive and answered all questions quickly.

The Barn
We had a great stay. The Barn is very comfortable and well equipped with everything we needed and more. We had very warm weather and the air conditioning works great.
Apartment rentals with outdoor seating

Fernald's Backside
We had a great stay at Sumners place. It's location is very cool being right downtown but at the same time it is quiet and peaceful. He has it set up with everything you need and more. We appreciated his friendliness and great communication!

Sweet Retreat: 2 BDR Home Mins to Colby
We had a great stay. The location was ideal and everything we needed was supplied. The house was exactly as pictured and well stocked and very clean. Chelsey was very responsive to any questions and they also dropped off some very thoughtful sweet treats! Highly recommend and we would definitely stay again!

Downtown Hideaway-Loft HotTub Modern Clean Private
Beautiful, quaint spot! We had a very quick stopover but it was perfect! We thoroughly enjoyed the hot tub after a long day on the road. Would definitely recommend Ren’s place!

The perfect getaway - Camden/Rockport/Rockland
If you’re looking for a peaceful, safe, clean, well-stocked and adorable place to stay in mid-Maine, I 100% recommend! It’s a quick drive to Camden which is chock full of restaurants, shops and a view of the water. It’s also a perfect central place to drive up or down the coast on your adventures. Cat was a great host and was able to answer any questions I had.

2 King Beds Apt Vacation Creation With Deck
We enjoyed our stay at Spencer’s place. It was very convenient to Bowdoin College where we were attending multiple events.

Southside Suites
This was by far the best Airbnb I have ever stayed in. It was a perfect amount of space, which was beautifully curated down to the finest detail. The entire space and experience is clearly a labor of love. We felt very comfortable and at home. Emily and Mark clearly went out of their way to think of EVERYTHING a guest might need. I would even say the photos don't do it justice. The refrigerator was stocked with snacks and breakfast food, there was a dress steamer in addition to an iron, there were small toiletry additions and robes. The bed was incredibly comfortable and the whole process was super simple and easy. I would highly recommend you stay here and if we are ever in Maine again I will make a point of coming back to Emily and Mark's place.

Beekeeper's Cottage- Peaceful,Quiet - Ocean Front
Our stay at The Bee Keepers Cottage was amazing. The property met our needs perfectly and it was super cute and cozy. The host was very responsive and communicative. And for any star gazers out there, the sky on a clear night is mesmerizing.

The Lodge
I cannot say enough about Nancy, the unit I stayed in, or her hospitality! This apartment was perfect and cozy for my visit, with lots of personal touches and extras - if you need it, she’s already thought of it and has it ready for you. She was also very accommodating when my flight was cancelled and I had to shift my days around a bit. The personal touches were perfect - I had farm fresh eggs for breakfast and some delicious muffins too. A wonderful stay, thank you! I will most definitely be back! ❤️
Condo rentals with outdoor seating

Light-filled Modern Central Penthouse w/Views
The apartment was just as lovely as it appeared in the photos online, and the sunlight was fantastic. The location was also great, with many terrific restaurants and bars within easy walking distance. I would definitely want to stay at Taryn's place again the next time I'm visiting Portland!

Home away from home cozy new Apartment in Oakland
We had only a day there but it was very nice. Will definitely stay there again if get back up that way. Thanks for a great evening.

Top Of The Line Stay!
Great location, very clean and quiet. As described and would book again!

Ski In/Ski Out Sugarloaf Sugartree 2 Deluxe Studio
This was an excellent condo for us before and after the Sugarloaf road race. It was very clean and welcoming. The hosts were attentive and proactive with information. We would absolutely stay here again!

Harbor View Cottage Unit A 2 bedroom downtown
What a beautiful location and house. There’s nothing better than sitting in the living room or front porch and being able to see the Belfast Bay. The house is very clean and neat. Beds are comfortable, shower is very hot. Don’t miss the sunrise in the mornings. Overall this is one of our favorite places we have stayed in Belfast.

Cozy, clean, 2nd floor condo in Conway, NH!
A beautiful condo, just 20 minutes away from the heart of North Conway. Everything was in pristine condition and it is always amazing to have a kitchen at our fingertips. Beautiful views of the woods out back. Would definitely recommend to those coming to visit the North Conway, New Hampshire area and surroundings!!!!

Slope Side | Ground floor | Hot Tub, Pool, Sauna
Will was a great host before and during our stay. He communicated well with me ahead of time with simple and easy to follow directions to (and instructions for) his place. Will’s condo was perfect for our family of four (children aged 9 and 3). We came up for Spring skiing and enjoyed the annual end of season Pond Skim and festivities in South Ridge which was easy walking/skiing distance from his place. It was great to be able to ski home for lunch and to have a break in the middle of the day. The grounds at Fall Line were awesome as well: our kids loved the common room, games, the pool, and the snow out the back door where they played on a sled. Very comfortable, clean and perfect spot for our first, but not last, visit to Sunday River. Thanks Will.

Sunday River Locke Mountain Ski In/ Ski Out Pool
Great stay at Stephanie’s place - super easy ski on and off location! Cozy and functional first floor unit. Kids loved having access to the outdoor pool!
Quick stats about holiday rentals with outdoor seating in Winthrop
Total rentals
40 properties
Nightly prices starting at
$67 NZD before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Sebago Lake
- Sunday River Resort
- Popham Beach State Park
- Samoset Resort
- Pemaquid Beach
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- Cliff House Beach
- East End Beach
- Brunswick Golf Club
- Belgrade Lakes Golf Club
- Pemaquid Point Lighthouse
- Wolfe's Neck Woods State Park
- Sunday River Golf Club
- Portland Museum of Art
- Maine Maritime Museum
- Bradbury Mountain State Park
- Rockland Breakwater Light
- Pinnacle Park
- Eaton Mountain Ski Resort
- Head Beach
- Pebbly Beach
- Lost Valley Ski Area
- The Camden Snow Bowl